Kmart — The Blue Light Pioneer That Was Merged, Then Starved

Kmart was, for a generation, the default American discount store — the place with the flashing blue light and the disembodied voice announcing “Attention, Kmart shoppers” — and by 2022 it had been reduced from thousands of stores to a literal handful. The chain that bore the name was born in 1962, when the S.S. Kresge Company, a five-and-dime operator incorporated back in 1899, opened its first large-format Kmart discount store near Detroit. The format worked spectacularly. Kmart blanketed the country, peaked at roughly 2,400 stores with around 350,000 employees and some $37 billion in annual revenue by the mid-1990s, and for decades was the discounter most Americans pictured when they pictured a discounter.

Then, in the span of one career, two rivals founded the same year as Kmart’s first store — Walmart and Target, both 1962 — passed it and never looked back. Walmart out-priced it on every aisle with a leaner supply chain; Target out-styled it for the customer who wanted discount prices without the discount feel. Kmart, stuck in the indifferent middle, declared bankruptcy in January 2002, the largest retail Chapter 11 filing to that point. It emerged smaller, and then it made the decision that sealed its fate: in 2005, the hedge-fund manager Edward Lampert, who had taken Kmart out of bankruptcy, used it to acquire the equally ailing Sears for about $12 billion, fusing the two into Sears Holdings.

What followed was less a turnaround than a slow withholding. Under Lampert’s ESL Investments, the combined company was run as a portfolio of assets to monetize rather than a pair of store chains to rebuild; investment in the stores dried up, and Kmart’s locations aged into the dim, half-stocked places that became a punchline. Store counts fell every year. By the time Sears Holdings itself filed for bankruptcy in October 2018, Kmart was already a remnant. ESL bought what was left and ran it as Transformco, and the closures simply continued: four US Kmarts by early 2022, three by 2023, and the last full-size store on the American mainland — in Bridgehampton, New York — going dark in October 2024. The Blue Light Special outlasted nearly every store that ever flashed one.

Woolworth — The Original Five-and-Dime, Outrun by the Discounters It Inspired

F.W. Woolworth invented the model that built modern mass retail — fixed low prices, open counters of goods you could touch, cash and carry, no haggling — and on July 17, 1997, after 118 years, the company announced it was closing the last of its American five-and-dime stores. Frank Winfield Woolworth opened his first “5-cent store” in Utica, New York, in February 1879; it failed within months, but the second, in Lancaster, Pennsylvania, succeeded, and from it grew a chain that put a Woolworth’s on Main Street in nearly every town in America and, eventually, much of the world. Everything originally cost a nickel or a dime, displayed on open counters rather than kept behind a clerk, and the formula — high volume, low margin, buy direct, sell for cash — was so successful that by 1982 the company operated more than 8,000 stores worldwide and was, at its centennial in 1979, described as the largest department-store chain on earth.

The store was also, in 1960, the site of one of the most consequential acts of the American civil rights movement. On February 1, four Black college students sat down at the segregated lunch counter of the Woolworth’s in Greensboro, North Carolina, ordered coffee, and refused to leave when denied service. The Greensboro sit-ins spread across the South within weeks and helped force the desegregation of public accommodations. The lunch counter — Woolworth’s signature feature, the place a town came to eat — became, for once, the stage for something far larger than retail.

What killed Woolworth’s was the model it had pioneered, scaled up and turned against it. The whole logic of the five-and-dime was cheap, broad selection at fixed low prices, and that is precisely what Walmart, Kmart, and the other discount chains delivered in the second half of the century — bigger, cheaper, and with free parking, out where the highways and the malls were, while Woolworth’s stayed downtown in aging buildings as downtown itself emptied. By 1997 the US Woolworth’s stores were a small, money-losing fraction of a company that had long since diversified into specialty retail; the corporation closed the remaining roughly 400 of them, laid off about 9,200 workers, renamed itself Venator Group in 1998, and — having kept its profitable Foot Locker chain — became Foot Locker, Inc. in 2001. The five-and-dime that taught America how to shop quietly outlived its own name.

Montgomery Ward — The First Mail-Order Giant, Too Slow for the Discount Age

Montgomery Ward invented the general-merchandise mail-order catalog — it was distance retail before Sears, before Amazon, before the phrase existed — and on December 28, 2000, after 128 years, the company announced it was going out of business. Aaron Montgomery Ward launched it in Chicago in August 1872 with about $2,400 and a single printed sheet listing goods and prices, aimed at rural families who were otherwise at the mercy of a local general store. Backed by a money-back guarantee and an early endorsement from the farmers’ Grange movement, the catalog grew into a thousand-page “Wish Book” rival, and Ward — for two decades the only national mail-order house of its kind — was, quite literally, the Amazon of the 1870s, two full decades before Sears entered the same business in 1893.

For a company that pioneered selling at a distance, the rest of its history is a study in being a step behind. It opened its first retail store in 1926, reaching roughly 556 locations by 1930, but always trailed Sears in stores, sales, and ambition. The decisive failure was timidity at exactly the wrong moment: after the Second World War, the famously cautious chairman Sewell Avery, convinced a depression was coming, refused to open stores or follow customers into the booming suburbs, hoarding cash while Sears expanded aggressively into the postwar boom. Ward never recovered the lost ground, and never found a defensible identity afterward.

The discount era finished what the postwar caution started. As Walmart, Kmart, and Target redefined value retail and the specialty chains carved up the categories, Montgomery Ward remained a mid-tier department store that was neither cheap enough, distinctive enough, nor modern enough to matter. It passed through owners — Mobil bought it in 1976, GE Capital ended up controlling it — filed for Chapter 11 in 1997, emerged weaker in 1999, and after a poor 2000 holiday season gave up: on December 28, 2000, it announced it would close its remaining 250 stores and lay off 37,000 employees, in what was then the largest retail liquidation in US history. The stores were gone by May 2001. The catalog that taught rural America to shop at a distance never figured out how to do it online; the brand name was bought by a catalog marketer in 2004 and reborn as a website, a ghost wearing a pioneer’s clothes.

Bonwit Teller — The Luxury Name Handed From Owner to Owner Until It Was Gone

Bonwit Teller was one of New York’s great upscale specialty department stores — a name synonymous for most of the twentieth century with high-end women’s fashion, discreet service, and a Fifth Avenue address — and by 1990 it had been passed through so many owners that there was almost nothing left to close. The firm dated to 1895, when Paul Bonwit opened the store that the company always treated as its founding; Edmund D. Teller joined as partner soon after, and the business incorporated in 1907. From a series of Manhattan locations it built a reputation for taste and quality that put it in the same conversation as Bergdorf Goodman and Saks, and in 1929 it crowned that reputation with a celebrated Art Deco flagship on Fifth Avenue at 56th Street, an eleven-story building whose limestone reliefs of dancing nude figures became one of the avenue’s small architectural treasures.

The store’s most famous moment, however, was its destruction. In 1979 Bonwit Teller’s flagship building was sold, and the developer who bought the site, Donald Trump, demolished it in 1980 to build Trump Tower. The Art Deco friezes and the great decorative grille over the entrance — which Trump had publicly indicated would be salvaged and donated to the Metropolitan Museum of Art — were instead jackhammered to rubble during demolition, a widely condemned act that became the building’s epitaph. The store itself relocated to space within the new tower, but the demolition was the visible beginning of an invisible decline: the institution survived, diminished, while its most distinctive physical presence was reduced to rubble for a higher use of the land.

What actually finished Bonwit Teller was not a single dramatic failure but ownership churn — a luxury nameplate traded from one parent to the next, each with its own agenda, none able or willing to sustain it. Genesco, Allied Stores, and then the Australian developer L.J. Hooker each held it; Hooker, having paid around $101 million for the chain in 1987 and briefly expanded it, slid into bankruptcy in 1989, putting Bonwit on the auction block. In 1990 most of the stores — including the flagship in Trump Tower — were liquidated, and the name and a handful of locations passed to a mall developer, The Pyramid Company, which kept a shrunken remnant limping for another decade. By any meaningful measure the great Bonwit Teller closed in 1990, a casualty less of changing fashion than of having been owned by too many people who did not need it to exist.

Gimbels — Macy’s Eternal Rival, Closed When Nobody Could Say Why

Gimbels was, for the better part of a century, the most famous second-best department store in America, and in 1987 its owner closed it. The Gimbel family had been merchants since Adam Gimbel opened a general store in Vincennes, Indiana in 1842, but the chain proper dates from 1887, when the family established its first true department store in Milwaukee. From there it spread to Philadelphia in 1894 and, fatefully, to New York’s Herald Square in 1910 — a block from Macy’s, the rival that would define it. By 1930 Gimbel Brothers ran 20 stores and booked $123 million in sales, which made it, by that measure, the largest department-store corporation in the world.

What it is remembered for, though, is the rivalry. “Does Macy’s tell Gimbels?” entered the language as a way of declining to share a secret, and the two stores, a block apart and forever undercutting each other’s prices, became a shorthand for competition itself — immortalized in Miracle on 34th Street, where the rival Santas declare a truce. The irony of the case file is that the slogan outlived the store by decades. By the 1980s, shoppers and analysts alike struggled to articulate what Gimbels was actually for: it was not the cheapest, not the most fashionable, not the most upscale. It was the place that had once been famous for being famous.

The death itself was mundane. In 1973 the Gimbel family sold the company to Brown & Williamson, the American arm of British American Tobacco, which folded it into a retail holding group called BATUS. The tobacco conglomerate ran several chains — Marshall Field’s, Saks Fifth Avenue, Kohl’s — and by 1986 it had concluded that Gimbels was the marginal one: a middling performer with little path to higher profit. So BATUS did the unsentimental thing. It cherry-picked the best store sites for buyers, handed the prized Milwaukee flagship to its own Marshall Field’s division, and in 1987 simply shut the remaining 35 stores. The most famous rivalry in American retail ended not with a fight but with a portfolio decision.